| Michael Berry |
| 2025 | $300.00 | PMC Fundraiser |
| 2024 | $11,357.58 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $14,142.00 | Wellesley to Provincetown Monument (2-Day) |
| 2022 | $10,941.55 | Wellesley to Bourne (1-Day, Sat) |
| 2021 | $12,000.19 | Wellesley Century |
| 2020 | $9,120.00 | Wellesley to Provincetown Inn (2-Day) |
| 2019 | $10,935.00 | Wellesley to Provincetown Monument (2-Day) |
| 2018 | $7,167.99 | Wellesley to Provincetown Inn (2-Day) |
| 2017 | $8,834.00 | Wellesley to Provincetown Inn (2-Day) |
| 2016 | $9,224.99 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $7,935.00 | Wellesley to Provincetown Inn (2-Day) |
| 2014 | $5,423.00 | Wellesley to Provincetown Inn (2-Day) |
| 2013 | $5,825.00 | Wellesley to Provincetown Inn (2-Day) |
| 2012 | $4,519.00 | Wellesley to Provincetown Inn (2-Day) |
